disodium 2-[(4R)-4-[(1S,2S,5R,10R,11S,14R,15R,16S)-9-[(E)-2-[(1S,2S,5R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyl-14-[(2R)-4-[(2-sulfonatoethyl)carbamoyl]butan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-9-yl]diazen-1-yl]-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]ethane-1-sulfonate

• ChemBase ID: 92727
• Molecular Formular: C52H86N4Na2O12S2
• Molecular Mass: 1069.36838
• Monoisotopic Mass: 1068.54790477
• SMILES: [Na+].[Na+].C[C@H](CCC(=O)NCCS(=O)(=O)[O-])[C@H]1CC[C@H]2[C@@H]3C(CC4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C)/N=N/C1CC2C[C@H](O)CC[C@]2(C)[C@H]2C[C@H](O)[C@]3(C)[C@H](CC[C@H]3[C@H]12)[C@H](C)CCC(=O)NCCS(=O)(=O)[O-]
• Canonical SMILES: O[C@@H]1CC[C@]2(C(C1)CC([C@@H]1[C@@H]2C[C@H](O)[C@]2([C@H]1CC[C@@H]2[C@@H](CCC(=O)NCCS(=O)(=O)[O-])C)C)/N=N/C1CC2C[C@H](O)CC[C@@]2([C@@H]2[C@@H]1[C@@H]1CC[C@@H]([C@]1([C@H](C2)O)C)[C@@H](CCC(=O)NCCS(=O)(=O)[O-])C)C)C.[Na+].[Na+]
• InChI: InChI=1S/C52H88N4O12S2.2Na/c1-29(7-13-45(61)53-19-21-69(63,64)65)35-9-11-37-47-39(27-43(59)51(35,37)5)49(3)17-15-33(57)23-31(49)25-41(47)55-56-42-26-32-24-34(58)16-18-50(32,4)40-28-44(60)52(6)36(10-12-38(52)48(40)42)30(2)8-14-46(62)54-20-22-70(66,67)68;;/h29-44,47-48,57-60H,7-28H2,1-6H3,(H,53,61)(H,54,62)(H,63,64,65)(H,66,67,68);;/q;2*+1/p-2/b56-55+;;/t29-,30-,31?,32?,33-,34-,35-,36-,37+,38+,39+,40+,41?,42?,43+,44+,47+,48+,49+,50+,51-,52-;;/m1../s1
• InChIKey: CLELGVXGRYLLMF-MPSDDWECSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium 2-[(4R)-4-[(1S,2S,5R,10R,11S,14R,15R,16S)-9-[(E)-2-[(1S,2S,5R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyl-14-[(2R)-4-[(2-sulfonatoethyl)carbamoyl]butan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-9-yl]diazen-1-yl]-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]ethane-1-sulfonate
• IUPAC Traditional name: disodium 2-[(4R)-4-[(1S,2S,5R,10R,11S,14R,15R,16S)-9-[(E)-2-[(1S,2S,5R,10R,11S,14R,15R,16S)-5,16-dihydroxy-2,15-dimethyl-14-[(2R)-4-[(2-sulfonatoethyl)carbamoyl]butan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-9-yl]diazen-1-yl]-5,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanamido]ethanesulfonate
• Synonyms: 7,7-Azo-3-alpha-12-alpha-dihydroxytaurocholanic acid, sodium salt

Database IDs

• MDL Number: MFCD00210779
• PubChem SID: 162079425
• PubChem CID: 71299593

CALCULATED PROPERTIES

• Acid pKa: -1.3812296
• H Acceptors: 14
• H Donor: 6
• LogD (pH = 5.5): -1.6810843
• LogD (pH = 7.4): -1.6811618
• Log P: 0.31056154
• Molar Refractivity: 262.4164 cm^3
• Polarizability: 106.41126 Å^3
• Polar Surface Area: 278.24 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

DETAILS

Apollo Scientific Ltd - OR9450T

A photoaffinity probe for the hepatocyte bile acid transport system.